CA3062863C - Methods and compositions for polyurethane dispersions using caprolactam-derived solvents - Google Patents

Methods and compositions for polyurethane dispersions using caprolactam-derived solvents Download PDF

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Publication number
CA3062863C
CA3062863C CA3062863A CA3062863A CA3062863C CA 3062863 C CA3062863 C CA 3062863C CA 3062863 A CA3062863 A CA 3062863A CA 3062863 A CA3062863 A CA 3062863A CA 3062863 C CA3062863 C CA 3062863C
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Prior art keywords
solvent
polymer
caprolactam
polyurethane dispersion
cpl
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CA3062863A
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English (en)
French (fr)
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CA3062863A1 (en
Inventor
Edward Asirvatham
Celine De Lame
Jaime FLORES-VASQUEZ
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Advansix Resins and Chemicals LLC
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Advansix Resins and Chemicals LLC
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Publication of CA3062863A1 publication Critical patent/CA3062863A1/en
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76Polyisocyanates or polyisothiocyanates cyclic aromatic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/77Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78Nitrogen
    • C08G18/79Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/791Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
    • C08G18/792Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0819Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
    • C08G18/0823Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0838Manufacture of polymers in the presence of non-reactive compounds
    • C08G18/0842Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
    • C08G18/0847Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of solvents for the polymers
    • C08G18/0852Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of solvents for the polymers the solvents being organic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203Polyhydroxy compounds
    • C08G18/3206Polyhydroxy compounds aliphatic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4854Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/73Polyisocyanates or polyisothiocyanates acyclic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/80Masked polyisocyanates
    • C08G18/8061Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • C08G18/807Masked polyisocyanates masked with compounds having only one group containing active hydrogen with nitrogen containing compounds
    • C08G18/8077Oximes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/08Polyurethanes from polyethers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C08G18/7671Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/09Carboxylic acids; Metal salts thereof; Anhydrides thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
CA3062863A 2017-06-26 2018-06-22 Methods and compositions for polyurethane dispersions using caprolactam-derived solvents Active CA3062863C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201762524786P 2017-06-26 2017-06-26
US62/524,786 2017-06-26
US201762579636P 2017-10-31 2017-10-31
US62/579,636 2017-10-31
PCT/US2018/038924 WO2019005596A1 (en) 2017-06-26 2018-06-22 METHODS AND COMPOSITIONS FOR POLYURETHANE DISPERSIONS USING SOLVENTS DERIVED FROM CAPROLACTAM

Publications (2)

Publication Number Publication Date
CA3062863A1 CA3062863A1 (en) 2019-01-03
CA3062863C true CA3062863C (en) 2023-02-28

Family

ID=62948339

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3062863A Active CA3062863C (en) 2017-06-26 2018-06-22 Methods and compositions for polyurethane dispersions using caprolactam-derived solvents

Country Status (20)

Country Link
US (2) US11542360B2 (pt)
EP (2) EP3510070B1 (pt)
JP (1) JP7049448B2 (pt)
KR (3) KR20200023637A (pt)
CN (1) CN110799562B (pt)
AU (3) AU2018292248B2 (pt)
BR (1) BR122023007664B1 (pt)
CA (1) CA3062863C (pt)
DE (1) DE18742632T1 (pt)
DK (1) DK3510070T3 (pt)
ES (1) ES2930407T3 (pt)
GB (1) GB2570067B (pt)
HU (1) HUE060250T2 (pt)
MX (1) MX2019014869A (pt)
NZ (1) NZ759115A (pt)
PL (1) PL3510070T3 (pt)
PT (1) PT3510070T (pt)
SA (1) SA519410616B1 (pt)
TW (1) TWI680991B (pt)
WO (1) WO2019005596A1 (pt)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3510070B1 (en) 2017-06-26 2022-08-24 AdvanSix Resins & Chemicals LLC Methods and compositions for polyurethane dispersions using caprolactam-derived solvents
US11299580B2 (en) * 2018-03-27 2022-04-12 Advansix Resins & Chemicals Llc Thixotropic rheology modifying agent compositions
US20220145101A1 (en) * 2019-03-14 2022-05-12 Byk-Chemie Gmbh Rheology control additive containing cyclic amides
EP3973018A1 (en) * 2019-05-22 2022-03-30 AdvanSix Resins & Chemicals LLC Polymer compositions for forming an enamel coating on a wire

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FR2048383A5 (en) 1969-06-25 1971-03-19 Leuna Werke Veb N-alkyllactams prodn
CH573404A5 (pt) 1972-07-28 1976-03-15 Inventa Ag
DE2456469C2 (de) 1974-11-29 1983-01-13 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von in Wasser löslichen bzw. dispergierbaren blockierten Polyisocyanaten und ihre Verwendung als Beschichtungsmittel
US4820762A (en) 1986-08-22 1989-04-11 S.C. Johnson & Son, Inc. Resin-fortified emulsion polymers and methods of preparing the same
DE3735904A1 (de) 1987-08-15 1989-02-23 Bayer Ag Verfahren zur herstellung von n-alkylierten caprolactamen
US4835210A (en) 1988-05-27 1989-05-30 Uniroyal Chemical Company, Inc. Water emulsified ketoxime blocked polyurethane
RO102421B1 (ro) 1988-12-29 1991-10-31 Centrul De Cercetari Pentru Fibre Chimice Procedeu de obtinere a n-metil-epsilon-caprolactamei
US5157074A (en) 1991-07-23 1992-10-20 Miles Inc. Aqueous compositions containing an at least partially blocked polyisocyanates and a trimerization catalyst and coatings and binders prepared therefrom
DE4125457A1 (de) 1991-08-01 1993-02-04 Bayer Ag Verfahren zur herstellung von n-substituierten lactamen
DE10215053A1 (de) * 2002-04-05 2003-10-23 Bayer Ag Polyurethan-Dispersionen auf Basis von Fettsäuredialkanolamiden
DE102004012751A1 (de) 2004-03-15 2005-10-06 Basf Ag Verwendung von N-Ethyl-2-pyrrolidon
DE102005057336A1 (de) 2005-12-01 2007-06-14 Bayer Materialscience Ag Herstellung einer Vernetzer-Dispersion mit blockierten Isocyanatgruppen
DE102007028890A1 (de) * 2006-11-27 2008-05-29 Basf Se Neue Lösungsmittel in der Herstellung von Polyurethandispersionen
EP2190895A1 (de) 2007-09-12 2010-06-02 Construction Research and Technology GmbH Kontinuierliche herstellung von polyurethanen / polyharnstoffen
FR2922887B1 (fr) 2007-10-31 2010-01-01 Rhodia Operations Procede ameliore de fabrication de diesters.
CN102333805B (zh) 2009-02-26 2014-01-01 宇部兴产株式会社 水性聚氨酯树脂分散体及其制造方法
BRPI1013052A2 (pt) * 2009-06-10 2016-04-05 Basf Se dispersão de poliuretano aquosa, processo para preparar dispersões de poliuretano, e, usos de dispersões de poliuretano, e de n-(ciclo) alquilpirrolidonas substituídas.
EP2632965B1 (en) * 2010-10-29 2017-04-26 Lubrizol Advanced Materials, Inc. Aqueous cationic polyurethane dispersions
BE1020269A5 (nl) 2012-01-17 2013-07-02 Taminco Gebruik van vervangende oplosmiddelen voor n-methylpyrrolidon (nmp).
JP2013227528A (ja) 2012-03-29 2013-11-07 Sanyo Chem Ind Ltd ポリウレタン系樹脂水性分散体
WO2014039306A1 (en) * 2012-09-07 2014-03-13 Lubrizol Advanced Materials, Inc. Fabric pretreatment for digital printing
JP2017523263A (ja) * 2014-06-10 2017-08-17 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se アシルモルホリンを含有するポリマー分散液
US20150353771A1 (en) * 2014-06-10 2015-12-10 Bayer Materialscience Llc Coating compositions with an aqueous dispersion containing a polyurethane and an acid reactive crosslinking agent
JP6590671B2 (ja) 2015-12-04 2019-10-16 三井化学株式会社 水性ウレタン樹脂、水性ウレタン樹脂の製造方法、および、防錆処理剤
EP3510070B1 (en) 2017-06-26 2022-08-24 AdvanSix Resins & Chemicals LLC Methods and compositions for polyurethane dispersions using caprolactam-derived solvents

Also Published As

Publication number Publication date
US11542360B2 (en) 2023-01-03
BR112019025036A2 (pt) 2020-06-16
EP3510070A1 (en) 2019-07-17
JP2020525637A (ja) 2020-08-27
AU2018292248A1 (en) 2019-12-05
BR122023007664B1 (pt) 2023-12-05
HUE060250T2 (hu) 2023-02-28
WO2019005596A1 (en) 2019-01-03
CN110799562B (zh) 2022-12-16
NZ759115A (en) 2022-12-23
TW201905018A (zh) 2019-02-01
AU2021203814A1 (en) 2021-07-08
DE18742632T1 (de) 2019-11-07
GB2570067B (en) 2020-09-16
JP7049448B2 (ja) 2022-04-06
PL3510070T3 (pl) 2023-01-02
KR20220027254A (ko) 2022-03-07
GB201905203D0 (en) 2019-05-29
KR20230006928A (ko) 2023-01-11
AU2023200582A1 (en) 2023-03-09
SA519410616B1 (ar) 2022-11-22
CN110799562A (zh) 2020-02-14
ES2930407T3 (es) 2022-12-12
AU2021203814B2 (en) 2023-01-12
CA3062863A1 (en) 2019-01-03
EP3510070B1 (en) 2022-08-24
AU2023200582B2 (en) 2024-09-19
GB2570067A (en) 2019-07-10
TWI680991B (zh) 2020-01-01
KR102482434B1 (ko) 2022-12-27
US20200223974A1 (en) 2020-07-16
US12024584B2 (en) 2024-07-02
EP4134385A1 (en) 2023-02-15
MX2019014869A (es) 2020-02-07
DK3510070T3 (da) 2022-10-24
KR102573146B1 (ko) 2023-08-30
AU2021203814C1 (en) 2023-05-25
KR20200023637A (ko) 2020-03-05
AU2018292248B2 (en) 2021-03-25
PT3510070T (pt) 2022-11-18
US20230093825A1 (en) 2023-03-30

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